Home > Compound List > Compound details
344-25-2 molecular structure
click picture or here to close

(2R)-pyrrolidine-2-carboxylic acid

ChemBase ID: 2566
Molecular Formular: C5H9NO2
Molecular Mass: 115.13046
Monoisotopic Mass: 115.06332853
SMILES and InChIs

SMILES:
OC(=O)[C@H]1CCCN1
Canonical SMILES:
OC(=O)[C@H]1CCCN1
InChI:
InChI=1S/C5H9NO2/c7-5(8)4-2-1-3-6-4/h4,6H,1-3H2,(H,7,8)/t4-/m1/s1
InChIKey:
ONIBWKKTOPOVIA-SCSAIBSYSA-N

Cite this record

CBID:2566 http://www.chembase.cn/molecule-2566.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R)-pyrrolidine-2-carboxylic acid
IUPAC Traditional name
D-proline
Synonyms
(R)-Pyrrolidine-2-carboxylic acid
D-Proline
H-D-Pro-OH
D-Proline
D-Proline
(2R)-2-Carboxypyrrolidine
(2R)-Pyrrolidine-2-carboxylic acid
(+)-(R)-Proline
(R)-(+)-Proline
(R)-2-Carboxypyrrolidine
(R)-Proline
D-(+)-Proline
D-Pyrrolidine-2-carboxylic acid
(+)-Z-D-proline
(R)-吡咯烷-2-羧酸
D-脯氨酸
CAS Number
344-25-2
6404-31-5
EC Number
206-452-7
MDL Number
MFCD00064317
Beilstein Number
80811
PubChem SID
24887884
160966016
46504839
24888479
PubChem CID
145742
8988

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 1.9406707  H Acceptors
H Donor LogD (pH = 5.5) -2.5687168 
LogD (pH = 7.4) -2.5686643  Log P -2.5686383 
Molar Refractivity 28.0643 cm3 Polarizability 11.294152 Å3
Polar Surface Area 49.33 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -2.71  LOG S 0.5 
Solubility (Water) 3.65e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
213-215°C dec. expand Show data source
220-223 °C expand Show data source
223 °C (dec.)(lit.) expand Show data source
223(dec.)°C expand Show data source
Density
1.36 expand Show data source
Optical Rotation
[α]20/D +85±2°, c = 5% in H2O expand Show data source
[α]22/D +85.0°, c = 4 in H2O expand Show data source
+84 (c=1 in water) expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
Storage Warning
Hygroscopic expand Show data source
IRRITANT expand Show data source
Irritant expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Purity
≥99% expand Show data source
≥99% expand Show data source
≥99.0% (NT) expand Show data source
95+% expand Show data source
97% expand Show data source
98% expand Show data source
99% expand Show data source
Grade
puriss. expand Show data source
ReagentPlus® expand Show data source
Optical Purity
ee: 98% (GLC) expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Empirical Formula (Hill Notation)
C5H9NO2 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals DrugBank DrugBank Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02195456 external link
Crystalline
Purity: 99+%
DrugBank - DB02853 external link
Item Information
Drug Groups experimental
Description A non-essential amino acid that is synthesized from glutamic acid. It is an essential component of collagen and is important for proper functioning of joints and tendons. [PubChem]
Sigma Aldrich - 858919 external link
Packaging
5 g in glass bottle
500 mg in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 858919.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Sigma Aldrich - 81705 external link
Other Notes
Asymmetric self-condensation of β-ionylideneacetaldehyde, retinal and related compounds1
Toronto Research Chemicals - P755990 external link
Used in the synthesis of (R)-(+)-N-Boc-Pipecolic Acid, (S)-(-)-Coniine, (S)-(+)-Pelletierine, (+)-.beta.-Conhydrine, and (S)-(-)-Ropivacaine and formal synthesis of (-)-Lasubine II and (+)-Cermizine C.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Gawley, R., et al.: Org. Biomol. Chem., 4, 4285 (2006)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle